Dual-mode recognition of transition metal ions by bis-triazoles chained pyrenes

Abstract

Fluorescent chemosensors 7-10, with variable methylene chain length as spacers between the two triazole methyl ether units, have been synthesized under 'Click' condition, where the bistriazoles are used as the metal ion binding sites and the pyrenes as the fluorophores. Compound 10, having the longest methylene chain among 7-10, shows monomer and excimer fluorescence quenching in acetonitrile toward Ni(2+), Pb(2+), Cu(2+), Hg(2+), and Cr(3+) ions, however, it shows an enhanced monomer but a decreased excimer emission when complexed with Cd(2+) and Zn(2+) ions. (C) 2008 Elsevier Ltd. All rights reserved.